FR1375697A - Chloro-fluoro-alkane-based composition and its preparation process - Google Patents
Chloro-fluoro-alkane-based composition and its preparation processInfo
- Publication number
- FR1375697A FR1375697A FR913617A FR913617A FR1375697A FR 1375697 A FR1375697 A FR 1375697A FR 913617 A FR913617 A FR 913617A FR 913617 A FR913617 A FR 913617A FR 1375697 A FR1375697 A FR 1375697A
- Authority
- FR
- France
- Prior art keywords
- mixture
- polyol
- chlorofluoroalkane
- terpinene
- pinene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title abstract 9
- 238000002360 preparation method Methods 0.000 title 1
- 229920005862 polyol Polymers 0.000 abstract 8
- 150000003077 polyols Chemical class 0.000 abstract 8
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 abstract 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 abstract 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 4
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 239000003381 stabilizer Substances 0.000 abstract 4
- GQVMHMFBVWSSPF-SOYUKNQTSA-N (4E,6E)-2,6-dimethylocta-2,4,6-triene Chemical compound C\C=C(/C)\C=C\C=C(C)C GQVMHMFBVWSSPF-SOYUKNQTSA-N 0.000 abstract 2
- SLGOCMATMKJJCE-UHFFFAOYSA-N 1,1,1,2-tetrachloro-2,2-difluoroethane Chemical class FC(F)(Cl)C(Cl)(Cl)Cl SLGOCMATMKJJCE-UHFFFAOYSA-N 0.000 abstract 2
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 abstract 2
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical group CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 abstract 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 abstract 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 abstract 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 2
- 229910000831 Steel Inorganic materials 0.000 abstract 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 2
- 125000005250 alkyl acrylate group Chemical group 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- GQVMHMFBVWSSPF-UHFFFAOYSA-N cis-alloocimene Natural products CC=C(C)C=CC=C(C)C GQVMHMFBVWSSPF-UHFFFAOYSA-N 0.000 abstract 2
- 230000006866 deterioration Effects 0.000 abstract 2
- 125000004185 ester group Chemical group 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 abstract 2
- SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical compound NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 abstract 2
- 239000000600 sorbitol Substances 0.000 abstract 2
- 239000010959 steel Substances 0.000 abstract 2
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 abstract 2
- 229940029284 trichlorofluoromethane Drugs 0.000 abstract 2
- IHPKGUQCSIINRJ-UHFFFAOYSA-N β-ocimene Natural products CC(C)=CCC=C(C)C=C IHPKGUQCSIINRJ-UHFFFAOYSA-N 0.000 abstract 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/42—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/01—Hydrocarbons
Abstract
The invention consists of a mixture of (A) at least one polyol containing primary and or secondary hydroxyl groups, and optionally also amino ether and ester groups, (B) at least one of trichlorofluoromethane, trichlorotrifluoroethane and tetrachlorodifluoroethanes, and (C) 0.05 to 5% by weight of the chlorofluoroalkane of at least one of the olefinic compounds allo ocimene, butadiene, isoprene, vinyl chloride, vinylidene chloride, styrene, a -methylstyrene, acrylonitrile, a -pinene, b -pinene, terpinolene, a -terpinene, b -terpinene, d-limonene, C4 to C18 1-alkenes, C1 to C4 alkyl acrylates and methacrylates, isobutylene, diisobutylene or "Terpene-B," and the process for making said mixture by dissolving the chlorofluoroalkane containing 0.05 to 5% by weight of at least one of the specified compounds, as stabilizer, in the polyol. In the examples the rate of acidity formation and deterioration is studied, when mixtures according to the invention, and for comparison, lacking the olefinic stabilizer, are stored in tin-plated steel cans, the polyols used being " Polyol A " (a sorbitol/propylene oxide adduct, N,N,N1,N1-tetrakis-(2-hydroxy-propyl)-ethylene diamine, and a mixture of the aforesaid.ALSO:The invention consists of a mixture of (A) at least one polyol containing primary and or secondary hydroxyl groups, and optionally also amino, ether and ester groups, (B) at least one of trichlorofluoromethane, trichlorotrifluoroethane and tetrachlorodifluoroethanes, and (c) 0.05 to 5% by weight of the chlorofluoroalkane of at least one of the olefinic compounds allo ocimene, butadiene, isoprene, vinyl chloride, vinylidene chloride, styrene, a -methylstyrene, acrylonitrile, a -pinene, b -pinene, terpinolene, a -terpinene, b -terpinene, d-limonene, C4 to C18 1-alkenes, C1 to C4 alkyl acrylates and methacrylates, isobutylene, diisobutylene or "Terpene-B," and the process for making said mixture by dissolving the chlorofluoroalkane containing 0.05 to 5% by weight of at least one of the specified compounds, as stabilizer, in the polyol. In the Examples the rate of acidity formation and deterioration is studied, when mixtures according to the invention, and for comparison, lacking the olefinic stabilizer, are stored in tin-plated steel cans, the polyols used being "Polyol A" (a sorbitol/propylene oxide adduct, N,N,N1,N1 - tetrakis - (2 - hydroxypropyl)-ethylene diamine, and a mixture of the aforesaid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR913617A FR1375697A (en) | 1961-10-30 | 1962-10-26 | Chloro-fluoro-alkane-based composition and its preparation process |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US148724A US3183192A (en) | 1961-10-30 | 1961-10-30 | Chlorofluoroalkane compositions |
| FR913617A FR1375697A (en) | 1961-10-30 | 1962-10-26 | Chloro-fluoro-alkane-based composition and its preparation process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR1375697A true FR1375697A (en) | 1964-10-23 |
Family
ID=22527067
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR913617A Expired FR1375697A (en) | 1961-10-30 | 1962-10-26 | Chloro-fluoro-alkane-based composition and its preparation process |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3183192A (en) |
| DE (1) | DE1207626B (en) |
| FR (1) | FR1375697A (en) |
| GB (1) | GB1009041A (en) |
| NL (2) | NL137570C (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0309071A2 (en) * | 1987-04-03 | 1989-03-29 | Imperial Chemical Industries Plc | Chlorofluorohydrocarbon compositions |
| EP0555914A1 (en) * | 1992-02-14 | 1993-08-18 | SOLVAY (Société Anonyme) | Process for the stabilization of compositions containing hydrofluoroalkanes and stabilized compositions containing hydrofluoroalkanes |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3352789A (en) * | 1964-01-10 | 1967-11-14 | Allied Chem | Stabilization of chlorofluoroalkanes |
| NL6900516A (en) * | 1968-01-18 | 1969-07-22 | ||
| US4076644A (en) * | 1976-01-08 | 1978-02-28 | E. I. Du Pont De Nemours And Company | Storage stabile polyol-chlorofluoroalkane composition |
| DE2738719A1 (en) * | 1977-08-27 | 1979-03-08 | Bayer Ag | Process for the production of foamed plastics |
| DE3139401C2 (en) * | 1981-10-03 | 1985-12-12 | Hoechst Ag, 6230 Frankfurt | Stabilizing polyether or polyester molding compounds against premature reactions |
| US4760099A (en) * | 1986-12-22 | 1988-07-26 | Sloss Industries Corporation | Stabilizer-containing polyol compositions for polyurethane and polyisocyanurate foams |
| DE3730221A1 (en) * | 1987-09-09 | 1989-03-30 | Kali Chemie Ag | STABILIZATION OF CHLORINE FLUORINE |
| US5104564A (en) * | 1989-12-19 | 1992-04-14 | E. I. Du Pont De Nemours And Company | High-boiling hydrochlorofluorocarbon solvent blends |
| US5130345A (en) * | 1990-06-29 | 1992-07-14 | Allied-Signal Inc. | Method of preparing foam using a partially fluorinated alkane having a tertiary structure as a blowing agent |
| SI9200047A (en) * | 1991-04-11 | 1992-11-27 | Ausimont S.P.A. | Methods for inhibition of degradation of chlorofluorhydrocarbons used as foaming agents in polyurethane and polyisocianurate foams preparation |
| US6086788A (en) * | 1999-03-15 | 2000-07-11 | Alliedsignal Inc. | Hydrofluorocarbon blown foam and method for preparation thereof |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2603663A (en) * | 1947-05-10 | 1952-07-15 | Socony Vacuum Oil Co Inc | Reaction of olefins with cf2clcfcl2 |
| US2551639A (en) * | 1947-07-22 | 1951-05-08 | Socony Vacuum Oil Co Inc | Reaction of olefins and halogenated alkanes |
| US2636074A (en) * | 1949-09-17 | 1953-04-21 | Sprague Electric Co | Stabilized halogenated dielectric material |
| US3090818A (en) * | 1960-05-11 | 1963-05-21 | Du Pont | Chlorofluoroalkane compositions |
| BE621364A (en) * | 1961-03-10 |
-
0
- NL NL284875D patent/NL284875A/xx unknown
- NL NL137570D patent/NL137570C/xx active
-
1961
- 1961-10-30 US US148724A patent/US3183192A/en not_active Expired - Lifetime
-
1962
- 1962-10-05 GB GB37737/62A patent/GB1009041A/en not_active Expired
- 1962-10-10 DE DEP30336A patent/DE1207626B/en active Pending
- 1962-10-26 FR FR913617A patent/FR1375697A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0309071A2 (en) * | 1987-04-03 | 1989-03-29 | Imperial Chemical Industries Plc | Chlorofluorohydrocarbon compositions |
| EP0309071A3 (en) * | 1987-04-03 | 1989-10-18 | Imperial Chemical Industries Plc | Chlorofluorohydrocarbon compositions |
| EP0555914A1 (en) * | 1992-02-14 | 1993-08-18 | SOLVAY (Société Anonyme) | Process for the stabilization of compositions containing hydrofluoroalkanes and stabilized compositions containing hydrofluoroalkanes |
| US5623150A (en) * | 1992-02-14 | 1997-04-22 | Solvay (Societe Anonyme) | Process for the stabilization of compositions containing hydrofluoroalkanes and stabilized compositions containing hydrofluoroalkanes |
Also Published As
| Publication number | Publication date |
|---|---|
| NL284875A (en) | |
| GB1009041A (en) | 1965-11-03 |
| US3183192A (en) | 1965-05-11 |
| NL137570C (en) | |
| DE1207626B (en) | 1965-12-23 |
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